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ChemicalBook CAS DataBase List 4-ETHOXY-3-FLUOROPHENYLBORONIC ACID

4-ETHOXY-3-FLUOROPHENYLBORONIC ACID synthesis

3synthesis methods
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Yield: 87%

Reaction Conditions:

Stage #1:4-bromo-1-ethoxy-2-fluoro-benzene with magnesium in tetrahydrofuran at 20; for 2 h;Inert atmosphere;
Stage #2:Trimethyl borate in tetrahydrofuran for 12 h;
Stage #3: with hydrogenchloride in tetrahydrofuran;water at 0; for 2 h;

Steps:

1.2 Second step:Synthesis of compound (T-3)
Under nitrogen atmosphere,Magnesium (5.76 g) was placed in a reactor, and a solution of compound (T-2) (40.0 g) in tetrahydrofuran (THF) (250 mL) was slowly added to the reactorStir at room temperature for 2 hours. Then a solution of trimethyl borate (28.6 ml, 255.7 mmol) in THF (150 ml) is added,Stir for 12 hours. Then cool to 0 ° C,1N hydrochloric acid (548 ml) was added and stirred for 2 hours.The reaction mixture was poured into water and the aqueous layer was extracted with ethyl acetate.After washing the combined organic layer with brine,The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure.The residue is purified by recrystallization from heptane,Compound (T-3)(29.3 g; 87%) were obtained.

References:

JNC Corporation;JNC Petrochemical Corporation;Akihiro, Takata;Sakamoto, Atsushi JP2019/48780, 2019, A Location in patent:Paragraph 0138; 0140

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